Best Boutique Hotels in The Loop, Chicago

Take a look at the best boutique hotels in The Loop.

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Kimpton Hotel Monaco Chicago

The Loop, Chicago, Illinois, United States

The 192-room Kimpton is located inside a former hat factory in the Loop, and its stylish decor is a mix of Art Deco elegance and bright, quirky boutique flair. Solid freebies, including evening wine and beer hour with entertainment plus morning coffee and tea, help to create an intimate experience. All in all, it's one of the city's best boutiques, even with expensive valet parking and unexceptional bathrooms.


Staypineapple, An Iconic Hotel, The Loop Chicago

The Loop, Chicago, Illinois, United States

This 122-room boutique located in an 1895 building pays homage to its past with cool historic details, including wrought iron, mosaic tiles, and marble stairs. But as in many old buildings, the rooms are teeny tiny, starting at just 175 square feet. At least they come with 37-inch flat-screen TVs, iPod docks, CO Bigelow toiletries, and bold, but stately, decor. Freebies like nightly wine tastings and morning coffee also help compensate, but you can probably find bigger rooms for the price.


Silversmith Hotel Chicago Downtown

The Loop, Chicago, Illinois, United States

The upscale Silversmith Hotel is a sleek and modern boutique property in the heart of Chicago’s Loop. It’s within walking distance of many attractions and surrounded by dining and shopping options. Its stylish marble lobby and restaurant/lounge exude sophistication, and its 24/7 fitness center is roomy and well equipped. Valet-only parking operates 24/7, but it’s expensive. The 144 guest rooms are as chic as the public spaces, and come equipped with mini-fridges, Keurig coffeemakers, and free Wi-Fi. The large bathrooms are especially impressive, with marble floors and separate walk-in showers and tubs. Rates are competitive but not inexpensive, and they don’t include breakfast. A good alternative is the four-pearl Palmer House Hilton Hotel around the corner, with an opulent lobby from the 1800s, an indoor pool, and often better rates.


Kimpton Hotel Allegro

The Loop, Chicago, Illinois, United States

This 438-room Kimpton hotel is located in the heart of the Theatre District, and surrounded by the corporate offices of the Loop. Features are few (there isn't much besides the 24-hour fitness center), but the decor is bright and modern, and freebies include a nightly wine hour and in-room yoga accessories. Though some rooms are on the small side, all have modern amenities: 37-inch flat-screen TVs, iPod docks, Aveda toiletries and mini-bars. For bigger rooms and bathrooms (but fewer freebies), consider the nearby Fairmont.